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(2S,9R)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5-hydroxy-8,8-dimethyl-9-(3-methylbut-2-enyl)-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 752ba03a-e990-4721-8194-e8ce29352ee1
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,9R)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5-hydroxy-8,8-dimethyl-9-(3-methylbut-2-enyl)-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one
SMILES (Canonical) CC(=CCC1CC2=C(C=C(C3=C2OC(CC3=O)C4=CC5=C(C=C4O)OC(C5C6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)O)OC1(C)C)C
SMILES (Isomeric) CC(=CC[C@@H]1CC2=C(C=C(C3=C2O[C@@H](CC3=O)C4=CC5=C(C=C4O)O[C@H]([C@@H]5C6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)O)OC1(C)C)C
InChI InChI=1S/C39H38O9/c1-19(2)5-8-22-13-28-34(48-39(22,3)4)18-31(45)36-30(44)17-32(47-38(28)36)26-15-27-33(16-29(26)43)46-37(20-6-9-23(40)10-7-20)35(27)21-11-24(41)14-25(42)12-21/h5-7,9-12,14-16,18,22,32,35,37,40-43,45H,8,13,17H2,1-4H3/t22-,32+,35-,37+/m1/s1
InChI Key WJMIBUBZXMRJRI-RWOMAYETSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H38O9
Molecular Weight 650.70 g/mol
Exact Mass 650.25158279 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.87
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,9R)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5-hydroxy-8,8-dimethyl-9-(3-methylbut-2-enyl)-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9860 98.60%
Caco-2 - 0.8521 85.21%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7936 79.36%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.7898 78.98%
OATP1B3 inhibitior + 0.9590 95.90%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9808 98.08%
P-glycoprotein inhibitior + 0.8339 83.39%
P-glycoprotein substrate + 0.5199 51.99%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7963 79.63%
CYP3A4 inhibition - 0.5847 58.47%
CYP2C9 inhibition + 0.8386 83.86%
CYP2C19 inhibition + 0.7866 78.66%
CYP2D6 inhibition - 0.8127 81.27%
CYP1A2 inhibition + 0.6088 60.88%
CYP2C8 inhibition + 0.7351 73.51%
CYP inhibitory promiscuity + 0.9283 92.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4796 47.96%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.7207 72.07%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8986 89.86%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7562 75.62%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.8810 88.10%
Acute Oral Toxicity (c) III 0.3987 39.87%
Estrogen receptor binding + 0.8633 86.33%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding + 0.5802 58.02%
Glucocorticoid receptor binding + 0.8066 80.66%
Aromatase binding + 0.6051 60.51%
PPAR gamma + 0.7667 76.67%
Honey bee toxicity - 0.6797 67.97%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9885 98.85%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 96.72% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.94% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.61% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.95% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.39% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 88.85% 94.73%
CHEMBL4208 P20618 Proteasome component C5 88.45% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.58% 99.23%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.87% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.57% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.99% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.90% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.82% 93.40%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.51% 91.07%
CHEMBL240 Q12809 HERG 81.18% 89.76%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Sophora leachiana

Cross-Links

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PubChem 162935915
LOTUS LTS0114694
wikiData Q105306927